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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 7091Erstellt: 23. Oktober 2026

Chloroacetic Acid → 2-chloromethyl-4-phenyl-1H-benzimidazole

https://huagongshe.com/de/reaction/7091

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktChloroacetic AcidHCID 300—
Edukt2-Amino-6-phenyl-nitrobenzeneHCID 10512797—
KatalysatorPalladiumHCID 23938—
LösungsmittelMethanolHCID 887—
Produkt2-chloromethyl-4-phenyl-1H-benzimidazoleHCID 2201861892,7%

Reaktionsschritte

A solution of 2-amino-6-phenyl-nitrobenzene (0.600 g, 2.80 mmol) in MeOH (28 mL) was hydrogenated (30 psi) over palladium, 10 wt. % on activated carbon (0.121 g). The resultant crude 3-phenyl-1,2-phenylenediamine was reacted with chloroacetic acid (0.537 g, 5.68 mmol) in refluxing 4 N Hl (6 mL) overnight. After normal workup, 0.63 g (92%) of 2-chloromethyl-4-phenyl-1H-benzimidazole was isolated as a brown solid, which was used without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07084155B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-ba58e1f0c66642b68d676298060dbc50
Quellennotizuspto-grants-2006_08